[reaction: see text] Novel chiral peraza-macrocycles were synthesized from chiral aziridines as a common building block. Efficient syntheses of chiral [26]-N(6), [12]-N(4), [9]-N(3), and [14]-N(4) systems were accomplished.

Helical chirality can be imprinted onto a 2,2′‐dihydroxybenzophenone derivative (see picture) in a highly stereospecific manner. A single amino acid combines with the receptor to form an imine with two internal hydrogen bonds. The azo group allows sensing of amino acid enantiopurity by circular dichroism spectroscopy.

A combination of an achiral pyridoxal analogue and a chiral base has been developed for catalytic deuteration of L-alanine with inversion of stereochemistry to give deuterated D-alanine under mild conditions (neutral pD and 25 °C) without the use of any protecting groups. This system can also be used for catalytic deuteration of D-alanine with retention of stereochemistry to give deuterated D-alanine. Thus a racemic mixture of alanine can be catalytically deuterated to give an enantiomeric excess of deuterated D-alanine. While catalytic deracemization of alanine is forbidden by the second law of thermodynamics, this system can be used for catalytic deracemization of alanine with deuteration. Such green and biomimetic approach to catalytic stereocontrol provides insights into efficient amino acid transformations.

The highly stereoselective supramolecular self-assembly of α-amino acids with a chiral aldehyde derived from binol and a chiral guanidine derived from diphenylethylenediamine (dpen) to form the imino acid salt is reported. This system can be used to cleanly convert D-amino acids into L-amino acids or vice versa at ambient temperature. It can also be used to synthesize α-deuterated D- or L-amino acids. A crystal structure of the ternary complex together with DFT computation provided detailed insight into the origin of the stereoselective recognition of amino acids.

Threefold parallel interwoven (6,3) nets were assembled from Ni(II) cyclam complex and 1,3,5-tris[2-(4-carboxyphenyl)-1-ethynyl]benzene. The network generates triangular voids of effective size ca. 18.4 x 14.7 x 9.5 A. It contains 35% free volume of the crystal volume and is stable up to 300 degrees C.